CAS 20880-92-6

2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose

Description:

2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose is a carbohydrate derivative, specifically a protected form of β-D-fructopyranose. This compound features two isopropylidene protecting groups, which enhance its stability and solubility in organic solvents, making it useful in synthetic organic chemistry. The presence of these protecting groups allows for selective reactions at other functional sites on the fructose molecule, facilitating the synthesis of more complex carbohydrates or derivatives. The compound is typically a white to off-white solid and is soluble in common organic solvents such as methanol and dichloromethane. Its structure includes a pyranose ring, characteristic of many sugars, and it retains the functional properties of fructose while being modified for specific chemical applications. The compound is often used in carbohydrate chemistry for the synthesis of glycosides or in the preparation of other sugar derivatives. As with many organic compounds, proper handling and storage are essential to maintain its integrity and prevent degradation.

Formula: C₁₂H₂₀O₆

InChI: InChI=1S/C12H20O6/c1-10(2)15-7-5-14-12(6-13)9(8(7)16-10)17-11(3,4)18-12/h7-9,13H,5-6H2,1-4H3/t7-,8-,9+,12+/m1/s1

InChI key: InChIKey=PSSHGMIAIUYOJF-XBWDGYHZSA-N

SMILES: C(O)[C@]12[C@]([C@]3([C@@](CO1)(OC(C)(C)O3)[H])[H])(OC(C)(C)O2)[H]

Synonyms:

• 2,3,4,5-Di-O-isopropylidene-b-D-fructo pyranose
• 2,3:4,5-Bis-O-(1-methylethylidene)-b-D-fructopyranose
• 2,3:4,5-Bis-O-(1-methylethylidene)-β-<span class="text-smallcaps">D</span>-fructopyranose
• 2,3:4,5-Di-O-isopropylidene-β-<span class="text-smallcaps">D</span>-fructopyranose
• 2,3:4,5-bis-O-(1-methylethylidene)-β-D-fructopyranose Diacetonefructose
• 5H-Bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran, β-<span class="text-smallcaps">D</span>-fructopyranose deriv.
• <span class="text-smallcaps">D</span>-Fructopyranose diacetonide
• Diacetonefructose
• Fructopyranose, 2,3:4,5-di-O-isopropylidene-, β-<span class="text-smallcaps">D</span>-
• NSC 407023
• β-<span class="text-smallcaps">D</span>-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-
• 2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose
• β-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-
• 5H-Bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran, β-D-fructopyranose deriv.

2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose

CAS: 20880-92-6

Formula: C12H20O6

Purity: ≥97%

Color and Shape: Solid Powder

Molecular weight: 260.28

Ref: 7E-sc-220788

2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose

CAS: 20880-92-6

Formula: C₁₂H₂₀O₆

Purity: >98.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 260.29

Ref: 3B-D3758

2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose, 98%

CAS: 20880-92-6

2,3:4,5-Di-O-isopropylidene-beta-D-fructopyranose is used as chiral auxiliaries in Michael and Aldol addition reactions. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The

Formula: C₁₂H₂₀O₆

Purity: 98%

Molecular weight: 260.28

Ref: 02-J66537

Topiramate Related Compound A (2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose)

CAS: 20880-92-6

Heterocyclic compounds with oxygen hetero-atom(s) only, nesoi

Formula: C₁₂H₂₀O₆

Color and Shape: White Powder

Molecular weight: 260.12599

Ref: 45-1672210

NSC 407023

CAS: 20880-92-6

Formula: C₁₂H₂₀O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 260.2836

Ref: IN-DA002JWI

2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose

CAS: 20880-92-6

2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose

Purity: 98%

Molecular weight: 260.28g/mol

Ref: 54-OR315347

Topiramate EP Impurity A (Topiramate USP Related Compound A)

CAS: 20880-92-6

Formula: C₁₂H₂₀O₆

Color and Shape: White To Off-White Solid

Molecular weight: 260.29

Ref: 4Z-T-052

2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose

CAS: 20880-92-6

Color and Shape: Neat

Ref: 86-MM1348.01

Diacetone-ß-D-fructose

CAS: 20880-92-6

Purity: 98.0%

Color and Shape: Solid

Molecular weight: 260.2860107421875

Ref: 10-F494203

2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose

CAS: 20880-92-6

Formula: C₁₂H₂₀O₆

Molecular weight: 260.28

Ref: 7W-GC6033

2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose

Controlled Product

CAS: 20880-92-6

Applications 2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose (cas# 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​.
References Maryanoff, B. E., et al.: J. Med. Chem., 48, 1941 (2005)

Formula: C₁₂H₂₀O₆

Color and Shape: White To Off-White

Molecular weight: 260.28

Ref: TR-D456400

Topiramate EP Impurity A

CAS: 20880-92-6

Formula: C₁₂H₂₀O₆

Molecular weight: 260.29

Ref: ST-EA-CP-T11001

2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose-d12

Controlled Product

CAS: 20880-92-6

Formula: C₁₂H₈D₁₂O₆

Color and Shape: Neat

Molecular weight: 272.36

Ref: TR-D456402

Desulfamate Hydroxy Topiramate-13C6

Controlled Product

CAS: 20880-92-6

Formula: C₆C₆H₂₀O₆

Color and Shape: Neat

Molecular weight: 266.24

Ref: TR-D540252

2,3:4,5-Di-O-isopropylidene-b-D-fructopyranose

CAS: 20880-92-6

2,3:4,5-Di-O-isopropylidene-b-D-fructopyranose (IDFP) is a natural compound that has been shown to have pharmacological properties. It is an inhibitor of the enzyme alpha-glucosidase and may be used as a treatment for diabetes mellitus type II. IDFP binds to the active site of the enzyme α-glucosidase, preventing access of the substrate glucose. This causes a decrease in blood glucose levels and has also been shown to reduce cholesterol levels in mice. IDFP is synthesized by reacting ethylene diamine with 2,3:4,5-di-O-isopropylidene b -D -fructofuranose. This reaction produces a heterocycle that undergoes asymmetric synthesis using sodium hydroxide solution and hydrogen fluoride as catalysts.

Formula: C₁₂H₂₀O₆

Purity: Min. 95%

Color and Shape: White Off-White Powder

Molecular weight: 260.28 g/mol

Ref: 3D-MD06165